A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester

Autores
Saeed, Aamer; Qasim, Muhammad; Hussain, Majid; Flörke, Ulrich; Erben, Mauricio Federico
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The tautomeric and conformational properties of a new tetrazole derivative are studied in a combined approach that includes the analysis of the experimental vibrational data together with theoretical calculation methods, especially in terms of natural bond orbital (NBO) population analysis. Moreover, the molecular and crystal structure was determined by single crystal X-ray diffraction. The compound crystallized as the 2-tautomeric form, monoclinic space group P21/c with Z = 4, a = 10.0630(14), b = 8.2879(11), c = 12.8375(18) Å, b = 105.546(3) , V = 1031.5(2) Å3. The tetrazole and phenyl rings are coplanar with the acetate group oriented perpendicular to the plane. The NBO analysis showed that delocalizing interactions of the lpp(N2) lone pair orbital contributes to a strong resonance interactions with both adjacent p⁄(N3@N4) and p⁄(N1@C5) antibonding orbitals of the tetrazole group.
Centro de Química Inorgánica
Materia
Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/107627
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/107627
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl esterSaeed, AamerQasim, MuhammadHussain, MajidFlörke, UlrichErben, Mauricio FedericoQuímicaTetrazoleVibrational spectroscopyQuantum chemical calculationsCrystal structureConformational analysisTautomerismThe tautomeric and conformational properties of a new tetrazole derivative are studied in a combined approach that includes the analysis of the experimental vibrational data together with theoretical calculation methods, especially in terms of natural bond orbital (NBO) population analysis. Moreover, the molecular and crystal structure was determined by single crystal X-ray diffraction. The compound crystallized as the 2-tautomeric form, monoclinic space group P21/c with Z = 4, a = 10.0630(14), b = 8.2879(11), c = 12.8375(18) Å, b = 105.546(3) , V = 1031.5(2) Å3. The tetrazole and phenyl rings are coplanar with the acetate group oriented perpendicular to the plane. The NBO analysis showed that delocalizing interactions of the lpp(N2) lone pair orbital contributes to a strong resonance interactions with both adjacent p⁄(N3@N4) and p⁄(N1@C5) antibonding orbitals of the tetrazole group.Centro de Química Inorgánica2015info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://sedici.unlp.edu.ar/handle/10915/107627enginfo:eu-repo/semantics/altIdentifier/issn/1386-1425info:eu-repo/semantics/altIdentifier/doi/10.1016/j.saa.2015.05.046info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:24:06Zoai:sedici.unlp.edu.ar:10915/107627Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:24:06.813SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
spellingShingle A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
Saeed, Aamer
Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
title_short A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_full A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_fullStr A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_full_unstemmed A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_sort A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
dc.creator.none.fl_str_mv Saeed, Aamer
Qasim, Muhammad
Hussain, Majid
Flörke, Ulrich
Erben, Mauricio Federico
author Saeed, Aamer
author_facet Saeed, Aamer
Qasim, Muhammad
Hussain, Majid
Flörke, Ulrich
Erben, Mauricio Federico
author_role author
author2 Qasim, Muhammad
Hussain, Majid
Flörke, Ulrich
Erben, Mauricio Federico
author2_role author
author
author
author
dc.subject.none.fl_str_mv Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
topic Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
dc.description.none.fl_txt_mv The tautomeric and conformational properties of a new tetrazole derivative are studied in a combined approach that includes the analysis of the experimental vibrational data together with theoretical calculation methods, especially in terms of natural bond orbital (NBO) population analysis. Moreover, the molecular and crystal structure was determined by single crystal X-ray diffraction. The compound crystallized as the 2-tautomeric form, monoclinic space group P21/c with Z = 4, a = 10.0630(14), b = 8.2879(11), c = 12.8375(18) Å, b = 105.546(3) , V = 1031.5(2) Å3. The tetrazole and phenyl rings are coplanar with the acetate group oriented perpendicular to the plane. The NBO analysis showed that delocalizing interactions of the lpp(N2) lone pair orbital contributes to a strong resonance interactions with both adjacent p⁄(N3@N4) and p⁄(N1@C5) antibonding orbitals of the tetrazole group.
Centro de Química Inorgánica
description The tautomeric and conformational properties of a new tetrazole derivative are studied in a combined approach that includes the analysis of the experimental vibrational data together with theoretical calculation methods, especially in terms of natural bond orbital (NBO) population analysis. Moreover, the molecular and crystal structure was determined by single crystal X-ray diffraction. The compound crystallized as the 2-tautomeric form, monoclinic space group P21/c with Z = 4, a = 10.0630(14), b = 8.2879(11), c = 12.8375(18) Å, b = 105.546(3) , V = 1031.5(2) Å3. The tetrazole and phenyl rings are coplanar with the acetate group oriented perpendicular to the plane. The NBO analysis showed that delocalizing interactions of the lpp(N2) lone pair orbital contributes to a strong resonance interactions with both adjacent p⁄(N3@N4) and p⁄(N1@C5) antibonding orbitals of the tetrazole group.
publishDate 2015
dc.date.none.fl_str_mv 2015
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/107627
url http://sedici.unlp.edu.ar/handle/10915/107627
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1386-1425
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.saa.2015.05.046
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.070432

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